At a high level, you need to think about the following: 1. Your primary user base is Basketball coaches. What are the things they would be willing to pay for ?

At a high level, you need to think about the following: 1. Your primary user base is Basketball coaches. What are the things they would be willing to pay for ? Coach software like you said ? Practice plans app ? May be ask them directly since it is a niche community. 2. Start providing some sort of Premium content which is paid only. 3. Who will pay to access the coaches on your site. This could mean a niche job board for coaches etc. You could reach out to schools and tell them about your specialized job board. Charge them a fee to post specific targeted jobs for basketball coaches. Expand and scale. 4. Partner with Basketball retailers including gear, shoes etc. Become affiliated with the companies and post affiliate links on your site.